Literature DB >> 20161498

Expeditious Enyne Construction from Alkynes via Oxidative Pd(II) Catalyzed Heck-Type Coupling.

Victor Hadi1, Kyung Soo Yoo, Min Jeong, Kyung Woon Jung.   

Abstract

The enyne, ubiquitous in natural products, can be a challenge to generate since these moieties require many synthetic transformations to assemble them. We developed a simpler protocol to construct enynes while we found that this oxidative reaction was tolerant in substrate scope. In addition, the utility of this reaction was demonstrated through the attempt in synthesizing antifungal agent Lamisi.

Entities:  

Year:  2009        PMID： 20161498      PMCID： PMC2796801          DOI： 10.1016/j.tetlet.2009.02.217

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  8 in total

1.  In-vitro distribution of terbinafine in rat and human blood.

Authors:  Mahboubeh Hosseini Yeganeh; Andrew J McLachlan
Journal:  J Pharm Pharmacol       Date:  2002-02       Impact factor: 3.765

2.  Enantiospecific synthesis of the (9S,18R)-diastereomer of the leukocyte adhesion inhibitor cyclamenol A.

Authors:  M Nazaré; H Waldmann
Journal:  Chemistry       Date:  2001-08-03       Impact factor: 5.236

3.  Mechanism of the palladium-catalyzed homocoupling of arylboronic acids: key involvement of a palladium peroxo complex.

Authors:  Carlo Adamo; Christian Amatore; Ilaria Ciofini; Anny Jutand; Hakim Lakmini
Journal:  J Am Chem Soc       Date:  2006-05-31       Impact factor: 15.419

4.  Oxidative palladium(II) catalysis: A highly efficient and chemoselective cross-coupling method for carbon-carbon bond formation under base-free and nitrogenous-ligand conditions.

Authors:  Kyung Soo Yoo; Cheol Hwan Yoon; Rajesh K Mishra; Young Chun Jung; Sung Wook Yi; Kyung Woon Jung
Journal:  J Am Chem Soc       Date:  2006-12-20       Impact factor: 15.419

5.  Palladium-catalyzed oxidative alkynylation of alkenes via C-C bond bleavage under oxygen atmosphere.

Authors:  Takahiro Nishimura; Hitoshi Araki; Yasunari Maeda; Sakae Uemura
Journal:  Org Lett       Date:  2003-08-21       Impact factor: 6.005

6.  Novel 3-oxa lipoxin A4 analogues with enhanced chemical and metabolic stability have anti-inflammatory activity in vivo.

Authors:  William J Guilford; John G Bauman; Werner Skuballa; Shawn Bauer; Guo Ping Wei; David Davey; Caralee Schaefer; Cornell Mallari; Jennifer Terkelsen; Jih-Lie Tseng; Jun Shen; Babu Subramanyam; Arndt J Schottelius; John F Parkinson
Journal:  J Med Chem       Date:  2004-04-08       Impact factor: 7.446

7.  Synthesis of methyl (5S,6R,7E,9E,11Z,13E,15S)-16-(4-fluorophenoxy)-5,6,15-trihydroxy-7,9,11,13-hexadecatetraenoate, an analogue of 15R-lipoxin A4.

Authors:  Eifion D Phillips; Hui-Fang Chang; Christopher R Holmquist; John P McCauley
Journal:  Bioorg Med Chem Lett       Date:  2003-10-06       Impact factor: 2.823

8.  Nickel-catalyzed Mizoroki-Heck- versus Michael-type addition of organoboronic acids to alpha,beta-unsaturated alkenes through fine-tuning of ligands.

Authors:  Pao-Shun Lin; Masilamani Jeganmohan; Chien-Hong Cheng
Journal:  Chem Asian J       Date:  2007-11-05
  8 in total

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